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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2056629Generated: October 29, 2026

2-Chloroanthraquinone → Anthra(1,9-cd)pyrazol-6(2H)-one

https://huagongshe.com/reaction/2056629

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChloroanthraquinoneHCID 8553—
ReactantHydrazineHCID 9321—
SolventPyridineHCID 1049—
ProductAnthra(1,9-cd)pyrazol-6(2H)-oneHCID 8515—

Reaction Conditions

Temperature100 °C

Reaction Steps

Anhydrous hydrazine is added to a solution of 2-chloroanthraquinone (Aldrich) in 10 mL, pyridine, and the mixture heated at 100° C. for 16 hours. The mixture is cooled and the solvent is evaporated in vacuo. The residue is taken in hot 6N HCl, and the solid is collected by filtration. Flash chromatography of the crude material on silica gel affords anthra[1,9cd]pyrazol-6(2H)-one (“Compound 1”) as yellow solids.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07335676B2
Source datasetuspto-grants-2008_02
ORD IDord-42f879efd1c34a41a647b862d69e1e83
Source noteuspto-grants-2008_02